gossypol

Gossypol A dimeric sesquiterpene found in cottonseed (GOSSYPIUM). The (-) isomer is active as a male contraceptive (CONTRACEPTIVE AGENTS, MALE) whereas toxic symptoms are associated with the (+) isomer.

[1. A toxic principle isolated from the seed of the cotton plant (Gossypium) that reduces sperm count; used in China as an oral male contraceptive.

Molecular Formula: C₃₀H₃₀O₈

InChI: InChI=1/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3

InChIKey: InChIKey=QBKSWRVVCFFDOT-UHFFFAOYAH
SMILES: CC1=C(C(=C2C(=C1)C(=C(C(=C2C=O)O)O)C(C)C)O)C3=C(C=C4C(=C3O)C(=C(C(=C4C(C)C)O)O)C=O)C

Names:
    gossypol
    NSC56817
    (2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6'7, 7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-
    303-45-7
    7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-yl-naphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-yl-naphthalene-1-carbaldehyde
    8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2, 2'-bisnaphthalene
    [2, 2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7, 7'-hexahydroxy-3,3'-dimethyl-5,5'-bis (1-methylethyl)-
    [2, 2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7, 7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-

Registries:
    PubChem CID 3503
    PubChem ID 106063